2,5-anhydro-3,4,6-tri-O-benzoyl-1-deoxy-1-(trimethylammonio)-D-allitol iodide | 1020107-14-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,5-anhydro-3,4,6-tri-O-benzoyl-1-deoxy-1-(trimethylammonio)-D-allitol iodide
• CAS: 1020107-14-5
• 化学式: C₃₀H₃₂NO₇*I
• 分子量: 645.491
• InChiKey: GOMWMMHZJAEWHZ-JNLODDESSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.77
• 重原子数：
  39.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  88.13
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2,5-anhydro-3,4,6-tri-O-benzoyl-1-deoxy-1-(trimethylammonio)-D-allitol iodide 在 氨 作用下， 以 甲醇 为溶剂， 反应 96.0h， 以58%的产率得到[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl-trimethylazanium;iodide
  参考文献：
  名称：

  Synthesis and biochemical evaluation of guanidino-alkyl-ribitol derivatives as nucleoside hydrolase inhibitors

  摘要：

  Nucleoside hydrolase (NH) is a key enzyme in the purine salvage pathway. The purine specificity of the IAG-NH from Trypanosoma vivax is at least in part due to cation-pi-stacking interactions. Guanidinium ions can be involved in cation-pi-stacking interactions, therefore a series of guanidino-alkyl-ribitol derivatives were synthesized in order to examine the binding affinity of these compounds towards the target enzyme. The compounds show moderate to good inhibiting activity towards the IAG-NH from T. vivax. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.03.027
• 作为产物：
  描述：

  1-amino-2,5-anhydro-3,4,6-tri-O-benzoyl-1-deoxy-D-allitol 、 碘甲烷 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以70%的产率得到2,5-anhydro-3,4,6-tri-O-benzoyl-1-deoxy-1-(trimethylammonio)-D-allitol iodide
  参考文献：
  名称：

  Synthesis and biochemical evaluation of guanidino-alkyl-ribitol derivatives as nucleoside hydrolase inhibitors

  摘要：

  Nucleoside hydrolase (NH) is a key enzyme in the purine salvage pathway. The purine specificity of the IAG-NH from Trypanosoma vivax is at least in part due to cation-pi-stacking interactions. Guanidinium ions can be involved in cation-pi-stacking interactions, therefore a series of guanidino-alkyl-ribitol derivatives were synthesized in order to examine the binding affinity of these compounds towards the target enzyme. The compounds show moderate to good inhibiting activity towards the IAG-NH from T. vivax. (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.03.027